Carbohydrate-based drug discovery / / Chi-Huey Wong (ed.)
| Carbohydrate-based drug discovery / / Chi-Huey Wong (ed.) |
| Pubbl/distr/stampa | Weinheim ; ; [New York], : Wiley-VCH, c2003 |
| Descrizione fisica | 1 online resource (981 p.) |
| Disciplina | 615/.7 |
| Altri autori (Persone) | WongChi-Huey |
| Soggetto topico |
Carbohydrate drugs
Carbohydrates - Synthesis Glycoconjugates - Physiological effect |
| ISBN |
9786610520725
9781280520723 1280520728 9783527605781 3527605789 9783527602438 3527602437 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Carbohydrate-based Drug Discovery; Contents; Preface; List of Contributors; Volume 1; 1 Synthetic Methodologies; 1.1 Introduction; 1.2 Tactical Analysis for Overall Synthetic Efficiency; 1.3 Methodological Improvements; 1.3.1 Chemistry; 1.3.2 Protecting Group Manipulations; 1.3.3 Modulation of the Reactivity of Glycosyl Donors; 1.3.4 Block Synthesis; 1.4 Accessibility; 1.4.1 Solution-based Chemistry; 1.4.2 One-Pot Glycosylation; 1.4.3 Solid-Phase Chemistry; 1.4.3.1 Fundamentals of Solid-Phase Oligosaccharide Synthesis; 1.4.3.2 The Support; 1.4.3.3 Linkers to the Support
1.4.3.4 Protecting Groups used in Solid-Phase Oligosaccharide Synthesis1.4.3.5 Solid-Phase Oligosaccharide Synthesis; 1.4.3.6 Monitoring of Reaction Progress; 1.4.4 Automation; 1.5 Concluding Remarks; 1.6 References; 2 Complex Carbohydrate Synthesis; 2.1 Introduction; 2.2 Synthetic Gangliosides; 2.2.1 Gangliosides GM4 and GM3, and their Analogues and Derivatives; 2.2.2 Sialylparagloboside (SPG) Analogues and Derivatives; 2.2.3 Selectin Ligands; 2.2.3.1 Sialyl Lewis x; 2.2.3.2 Novel 6-Sulfo sLe(x) Variants; 2.2.4 Siglec Ligands; 2.2.4.1 Chol-1 (α-Series) Gangliosides 2.2.4.2 Novel Sulfated Gangliosides2.3 Toxin Receptor; 2.4 Summary and Perspectives; 2.5 References; 3 The Chemistry of Sialic Acid; 3.1 Introduction; 3.2 Chemical and Enzymatic Synthesis of Sialic Acids; 3.3 Chemical Glycosidation of Sialic Acids; 3.3.1 Direct Chemical Sialylations; 3.3.1.1 2-Chloro Derivatives as Glycosyl Donors; 3.3.1.2 2-Thio Derivatives as Glycosyl Donors; 3.3.1.3 2-Xanthates as Glycosyl Donors; 3.3.1.3 2-Phosphites as Glycosyl Donors; 3.3.1.4 Miscellaneous Direct Chemical Methods; 3.3.2 Indirect Chemical Methods with the Use of a Participating Auxiliary at C-3 4.3.2 Immobilization of the Glycosyl Donor4.3.3 Bi-directional Strategy; 4.4 Support Materials; 4.4.1 Insoluble Supports; 4.4.2 Soluble Supports; 4.5 Linkers; 4.5.1 Silyl Ethers; 4.5.2 Acid- and Base-Labile Linkers; 4.5.3 Thioglycoside Linkers; 4.5.4 Linkers Cleaved by Oxidation; 4.5.5 Photocleavable Linkers; 4.5.6 Linkers Cleaved by Olefin Metathesis; 4.6 Synthesis of Oligosaccharides on Solid Support by Use of Different Glycosylating Agents; 4.6.1 1,2-Anhydrosugars - The Glycal Assembly Approach; 4.6.2 Glycosyl Sulfoxides; 4.6.3 Glycosyl Trichloroacetimidates; 4.6.4 Thioglycosides 4.6.5 Glycosyl Fluorides |
| Record Nr. | UNINA-9911019439603321 |
| Weinheim ; ; [New York], : Wiley-VCH, c2003 | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal
| Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal |
| Pubbl/distr/stampa | Weinheim : , : Wiley-VCH, , [2014] |
| Descrizione fisica | 1 online resource (407 p.) |
| Disciplina | 547.3 |
| Altri autori (Persone) |
VidalSébastien
WerzDaniel B |
| Soggetto topico |
Carbohydrates - Synthesis
Carbohydrates |
| ISBN |
3-527-65896-3
3-527-65894-7 3-527-65897-1 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Cover; Title Page; Copyright; Contents; Foreword; Preface; List of Contributors; 1 De Novo Approaches to Monosaccharides and Complex Glycans; 1.1 Introduction; 1.2 De Novo Synthesis of Monosaccharides; 1.3 Iterative Pd-Catalyzed Glycosylation and Bidirectional Postglycosylation; 1.3.1 Bidirectional Iterative Pd-Catalyzed Glycosylation and Postglycosylation; 1.3.2 Synthesis of Monosaccharide Aminosugar Library; 1.4 Synthesis of Monosaccharide Azasugar; 1.5 Oligosaccharide Synthesis for Medicinal Chemistry; 1.5.1 Tri- and Tetrasaccharide Library Syntheses of Natural Product
1.5.2 Anthrax Tetrasaccharide Synthesis1.6 Conclusion and Outlook; 1.7 Experimental Section; List of Abbreviations; Acknowledgments; References; 2 Synthetic Methodologies toward Aldoheptoses and Their Applications to the Synthesis of Biochemical Probes and LPS Fragments; 2.1 Introduction; 2.2 Methods to Construct the Heptose Skeleton; 2.2.1 Olefination of Dialdoses Followed by Dihydroxylation; 2.2.1.1 Olefination at C-5 Position of Pentodialdoses; 2.2.1.2 Olefination at C-1 Position of Hexoses; 2.2.1.3 Olefination at C-6 Position of Hexodialdoses; 2.2.2 Homologation by Nucleophilic Additions 2.2.2.1 Elongation at C-6 of Hexoses2.2.2.2 Elongation at C-1 Position of Aldose; 2.2.3 Heptose de novo synthesis; 2.3 Synthesis of Heptosylated Oligosaccharides; 2.3.1 Synthesis of the Core Tetrasaccharide of Neisseria meningitidis Lipopolysaccharide; 2.3.2 Synthesis of a Branched Heptose- and Kdo-Containing Common Tetrasaccharide Core Structure of Haemophilus influenzae; 2.3.3 Synthesis of the Core Tetrasaccharide of Neisseria gonorrhoeae Lipopolysaccharide 2.3.4 The Crich's Stereoselective β-Glycosylation Applied to the Synthesis of the Repeating Unit of the Lipopolysaccharide from Plesimonas shigelloides2.3.5 De Novo Approach Applied to the Synthesis of a Bisheptosylated Tetrasaccharide; 2.4 Synthesis of Heptosides as Biochemical Probes; 2.4.1 Bacterial Heptose Biosynthetic Pathways; 2.4.2 Artificial D-Heptosides as Inhibitors of HldE and GmhA; 2.4.3 Inhibition Studies of Heptosyltransferase WaaC; 2.5 Conclusions; 2.6 Experimental Part; 2.6.1 Typical Synthesis of a D-glycero-Heptoside by Dihydroxylation of a C6-C7 Alkene 2.6.1.1 Phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-D-glycero-α-D-mannoheptopyranoside (167)2.6.2 Typical Synthesis of a L-glycero-Heptoside by Addition of Grignard Reagent Followed by a Tamao-Fleming Oxidation; 2.6.2.1 Methyl 2,3,4-tri-O-benzyl-7-(phenyldimethyl)silane-7-deoxy-L-glycero-α-D-manno-heptopyranoside (170); 2.6.2.2 Methyl 2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranoside (171); List of Abbreviations; Acknowledgments; References; 3 Protecting-Group-Free Glycoconjugate Synthesis: Hydrazide and Oxyamine Derivatives in N-Glycoside Formation; 3.1 Introduction 3.2 Glycosyl Hydrazides (1-(Glycosyl)-2-acylhydrazines) |
| Record Nr. | UNINA-9910138975203321 |
| Weinheim : , : Wiley-VCH, , [2014] | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal
| Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal |
| Pubbl/distr/stampa | Weinheim : , : Wiley-VCH, , [2014] |
| Descrizione fisica | 1 online resource (407 p.) |
| Disciplina | 547.3 |
| Altri autori (Persone) |
VidalSébastien
WerzDaniel B |
| Soggetto topico |
Carbohydrates - Synthesis
Carbohydrates |
| ISBN |
3-527-65896-3
3-527-65894-7 3-527-65897-1 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Cover; Title Page; Copyright; Contents; Foreword; Preface; List of Contributors; 1 De Novo Approaches to Monosaccharides and Complex Glycans; 1.1 Introduction; 1.2 De Novo Synthesis of Monosaccharides; 1.3 Iterative Pd-Catalyzed Glycosylation and Bidirectional Postglycosylation; 1.3.1 Bidirectional Iterative Pd-Catalyzed Glycosylation and Postglycosylation; 1.3.2 Synthesis of Monosaccharide Aminosugar Library; 1.4 Synthesis of Monosaccharide Azasugar; 1.5 Oligosaccharide Synthesis for Medicinal Chemistry; 1.5.1 Tri- and Tetrasaccharide Library Syntheses of Natural Product
1.5.2 Anthrax Tetrasaccharide Synthesis1.6 Conclusion and Outlook; 1.7 Experimental Section; List of Abbreviations; Acknowledgments; References; 2 Synthetic Methodologies toward Aldoheptoses and Their Applications to the Synthesis of Biochemical Probes and LPS Fragments; 2.1 Introduction; 2.2 Methods to Construct the Heptose Skeleton; 2.2.1 Olefination of Dialdoses Followed by Dihydroxylation; 2.2.1.1 Olefination at C-5 Position of Pentodialdoses; 2.2.1.2 Olefination at C-1 Position of Hexoses; 2.2.1.3 Olefination at C-6 Position of Hexodialdoses; 2.2.2 Homologation by Nucleophilic Additions 2.2.2.1 Elongation at C-6 of Hexoses2.2.2.2 Elongation at C-1 Position of Aldose; 2.2.3 Heptose de novo synthesis; 2.3 Synthesis of Heptosylated Oligosaccharides; 2.3.1 Synthesis of the Core Tetrasaccharide of Neisseria meningitidis Lipopolysaccharide; 2.3.2 Synthesis of a Branched Heptose- and Kdo-Containing Common Tetrasaccharide Core Structure of Haemophilus influenzae; 2.3.3 Synthesis of the Core Tetrasaccharide of Neisseria gonorrhoeae Lipopolysaccharide 2.3.4 The Crich's Stereoselective β-Glycosylation Applied to the Synthesis of the Repeating Unit of the Lipopolysaccharide from Plesimonas shigelloides2.3.5 De Novo Approach Applied to the Synthesis of a Bisheptosylated Tetrasaccharide; 2.4 Synthesis of Heptosides as Biochemical Probes; 2.4.1 Bacterial Heptose Biosynthetic Pathways; 2.4.2 Artificial D-Heptosides as Inhibitors of HldE and GmhA; 2.4.3 Inhibition Studies of Heptosyltransferase WaaC; 2.5 Conclusions; 2.6 Experimental Part; 2.6.1 Typical Synthesis of a D-glycero-Heptoside by Dihydroxylation of a C6-C7 Alkene 2.6.1.1 Phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-D-glycero-α-D-mannoheptopyranoside (167)2.6.2 Typical Synthesis of a L-glycero-Heptoside by Addition of Grignard Reagent Followed by a Tamao-Fleming Oxidation; 2.6.2.1 Methyl 2,3,4-tri-O-benzyl-7-(phenyldimethyl)silane-7-deoxy-L-glycero-α-D-manno-heptopyranoside (170); 2.6.2.2 Methyl 2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranoside (171); List of Abbreviations; Acknowledgments; References; 3 Protecting-Group-Free Glycoconjugate Synthesis: Hydrazide and Oxyamine Derivatives in N-Glycoside Formation; 3.1 Introduction 3.2 Glycosyl Hydrazides (1-(Glycosyl)-2-acylhydrazines) |
| Record Nr. | UNINA-9910830200003321 |
| Weinheim : , : Wiley-VCH, , [2014] | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal
| Modern synthetic methods in carbohydrate chemistry : from monosaccharides to complex glycoconjugates / / edited by Daniel B. Werz, Sébastien Vidal |
| Pubbl/distr/stampa | Weinheim : , : Wiley-VCH, , [2014] |
| Descrizione fisica | 1 online resource (407 p.) |
| Disciplina | 547.3 |
| Altri autori (Persone) |
VidalSébastien
WerzDaniel B |
| Soggetto topico |
Carbohydrates - Synthesis
Carbohydrates |
| ISBN |
9783527658961
3527658963 9783527658947 3527658947 9783527658978 3527658971 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Cover; Title Page; Copyright; Contents; Foreword; Preface; List of Contributors; 1 De Novo Approaches to Monosaccharides and Complex Glycans; 1.1 Introduction; 1.2 De Novo Synthesis of Monosaccharides; 1.3 Iterative Pd-Catalyzed Glycosylation and Bidirectional Postglycosylation; 1.3.1 Bidirectional Iterative Pd-Catalyzed Glycosylation and Postglycosylation; 1.3.2 Synthesis of Monosaccharide Aminosugar Library; 1.4 Synthesis of Monosaccharide Azasugar; 1.5 Oligosaccharide Synthesis for Medicinal Chemistry; 1.5.1 Tri- and Tetrasaccharide Library Syntheses of Natural Product
1.5.2 Anthrax Tetrasaccharide Synthesis1.6 Conclusion and Outlook; 1.7 Experimental Section; List of Abbreviations; Acknowledgments; References; 2 Synthetic Methodologies toward Aldoheptoses and Their Applications to the Synthesis of Biochemical Probes and LPS Fragments; 2.1 Introduction; 2.2 Methods to Construct the Heptose Skeleton; 2.2.1 Olefination of Dialdoses Followed by Dihydroxylation; 2.2.1.1 Olefination at C-5 Position of Pentodialdoses; 2.2.1.2 Olefination at C-1 Position of Hexoses; 2.2.1.3 Olefination at C-6 Position of Hexodialdoses; 2.2.2 Homologation by Nucleophilic Additions 2.2.2.1 Elongation at C-6 of Hexoses2.2.2.2 Elongation at C-1 Position of Aldose; 2.2.3 Heptose de novo synthesis; 2.3 Synthesis of Heptosylated Oligosaccharides; 2.3.1 Synthesis of the Core Tetrasaccharide of Neisseria meningitidis Lipopolysaccharide; 2.3.2 Synthesis of a Branched Heptose- and Kdo-Containing Common Tetrasaccharide Core Structure of Haemophilus influenzae; 2.3.3 Synthesis of the Core Tetrasaccharide of Neisseria gonorrhoeae Lipopolysaccharide 2.3.4 The Crich's Stereoselective β-Glycosylation Applied to the Synthesis of the Repeating Unit of the Lipopolysaccharide from Plesimonas shigelloides2.3.5 De Novo Approach Applied to the Synthesis of a Bisheptosylated Tetrasaccharide; 2.4 Synthesis of Heptosides as Biochemical Probes; 2.4.1 Bacterial Heptose Biosynthetic Pathways; 2.4.2 Artificial D-Heptosides as Inhibitors of HldE and GmhA; 2.4.3 Inhibition Studies of Heptosyltransferase WaaC; 2.5 Conclusions; 2.6 Experimental Part; 2.6.1 Typical Synthesis of a D-glycero-Heptoside by Dihydroxylation of a C6-C7 Alkene 2.6.1.1 Phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-D-glycero-α-D-mannoheptopyranoside (167)2.6.2 Typical Synthesis of a L-glycero-Heptoside by Addition of Grignard Reagent Followed by a Tamao-Fleming Oxidation; 2.6.2.1 Methyl 2,3,4-tri-O-benzyl-7-(phenyldimethyl)silane-7-deoxy-L-glycero-α-D-manno-heptopyranoside (170); 2.6.2.2 Methyl 2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranoside (171); List of Abbreviations; Acknowledgments; References; 3 Protecting-Group-Free Glycoconjugate Synthesis: Hydrazide and Oxyamine Derivatives in N-Glycoside Formation; 3.1 Introduction 3.2 Glycosyl Hydrazides (1-(Glycosyl)-2-acylhydrazines) |
| Record Nr. | UNINA-9911019275403321 |
| Weinheim : , : Wiley-VCH, , [2014] | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale
| Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale |
| Autore | Boons Geert-Jan |
| Pubbl/distr/stampa | Sheffield, England, : Sheffield Academic Press |
| Descrizione fisica | 1 online resource (351 p.) |
| Disciplina |
547.2
547/.780459 |
| Altri autori (Persone) | HaleKarl |
| Collana | Postgraduate chemistry series |
| Soggetto topico |
Carbohydrates - Synthesis
Organic compounds - Synthesis |
| ISBN |
1-281-31026-3
9786611310264 0-470-76032-X 0-470-76005-2 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Organic Synthesis with Carbohydrates; Contents; PART A: STRUCTURE AND SYNTHESIS OF SACCHARIDES AND GLYCOPROTEINS; 1 Mono- and oligosaccharides: structure, configuration and conformation; 1.1 Introduction; 1.2 Configuration of monosaccharides; 1.3 Conformationalpropelties of monosaccharides; 1.3.1 Ring shapes of pyranoses and furanoses; 1.3.2 The anomeric effect; 1.3.3 The equilibrium composition of monosaccharides in solution; 1.4 Conformational properties of oligosaccharides; 1.5 Acid-catalysed glycoside bond formation and cleavage; References; 2 Protecting groups; 2.1 Introduction
2.2 Ether protecting groups2.2.1 Benzyl ethers; 2.2.2 p-Methoxybenzyl ethers; 2.2.3 Allyl ethers; 2.2.4 Triphenylmethyl ethers; 2.2.5 Silyl ethers; 2.3 Acetal protecting groups; 2.3.1 Benzylidene acetals; 2.3.2 Isopropylidene acetals; 2.3.3 Dispirodiketal and cyclohexane- 1,2-diacetal groups; 2.4 Ester protecting groups; 2.5 Anomeric protecting groups; 2.6 Amino protecting groups; 2.6.1 Phthalimides; 2.6.2 Azides; References; 3 Functionalised saccharides; 3.1 General introduction; 3.2 Deoxyhalogeno sugars; 3.2.1 Introduction; 3.2.2 Direct halogenation of alcohols; 3.2.3 Displacement reactions 3.2.4 Miscellaneous methods3.3 Unsaturated sugar derivatives; 3.3.1 Introduction; 3.3.2 Glycals; 3.3.3 lsolated double bonds; 3.3.4 6-Deoxy-hex-5-enopyranose derivatives; 3.4 Deoxy sugars; 3.4.1 Introduction; 3.4.2 Reduction of halides, sulfonates and epoxides; 3.4.3 Radical deoxygenation of thiocarbonyl derivatives; 3.5 Amino sugars; 3.5.1 lntroduction; 3.5.2 The preparation of amino sugars by nucleophilic displacement; 3.5.3 Addition to glycals; 3.5.4 Reduction of oximes; 3.5.5 Intramolecular substitutions; 3.6 Epoxy sugars; 3.7 Sulfated saccharides; 3.7.1 lntroduction 3.7.2 0 and N sulfation3.8 Phosphorylated saccharides; 3.8.1 lntroduction; 3.8.2 Non-anomeric sugar phosphates; 3.8.3 Anomeric phosphates; References; 4 Oligosaccharide synthesis; 4.1 Introduction; 4.2 Chemical glycosidic bond synthesis; 4.2.1 Glycosyl halides; 4.2.2 Trichloroacetimidates; 4.2.3 Thioglycosides; 4.3 Stereoselective control in glycosidic bond synthesis; 4.3.1 Neighbouring-group-assisted procedures; 4.3.2 In situ anomerisation; 4.3.3 Glycosylation with inversion of configuration; 4.3.4 Solvent participation; 4.3.5 Intramolecular aglycon delivery 4.4 Preparation of 2-amino-2-deoxy-glycosides4.5 Formation of glycosides of N-acetyl-neuraminic acid; 4.6 The introduction of 2-deoxy glycosidic linkages; 4.7 Convergent block synthesis of complex oligosaccharides; 4.8 Chemoselective glycosylations and one-pot multistep glycosylations; 4.9 Solid-phase oligosaccharide synthesis; 4.10 Enzymatic glycosylation strategies; 4.10.1 Glycosyl transferases; 4.10.2 Glycosyl hydrolases; References; 5 The chemistry of 0- and N-linked glycopeptides; 5.1 Introduction; 5.2 Strategies for the chemical synthesis of glycopeptides 5.3 Protecting groups in glycopeptide synthesis |
| Record Nr. | UNINA-9910145681903321 |
Boons Geert-Jan
|
||
| Sheffield, England, : Sheffield Academic Press | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale
| Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale |
| Autore | Boons Geert-Jan |
| Pubbl/distr/stampa | Sheffield, England, : Sheffield Academic Press |
| Descrizione fisica | 1 online resource (351 p.) |
| Disciplina |
547.2
547/.780459 |
| Altri autori (Persone) | HaleKarl |
| Collana | Postgraduate chemistry series |
| Soggetto topico |
Carbohydrates - Synthesis
Organic compounds - Synthesis |
| ISBN |
1-281-31026-3
9786611310264 0-470-76032-X 0-470-76005-2 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Organic Synthesis with Carbohydrates; Contents; PART A: STRUCTURE AND SYNTHESIS OF SACCHARIDES AND GLYCOPROTEINS; 1 Mono- and oligosaccharides: structure, configuration and conformation; 1.1 Introduction; 1.2 Configuration of monosaccharides; 1.3 Conformationalpropelties of monosaccharides; 1.3.1 Ring shapes of pyranoses and furanoses; 1.3.2 The anomeric effect; 1.3.3 The equilibrium composition of monosaccharides in solution; 1.4 Conformational properties of oligosaccharides; 1.5 Acid-catalysed glycoside bond formation and cleavage; References; 2 Protecting groups; 2.1 Introduction
2.2 Ether protecting groups2.2.1 Benzyl ethers; 2.2.2 p-Methoxybenzyl ethers; 2.2.3 Allyl ethers; 2.2.4 Triphenylmethyl ethers; 2.2.5 Silyl ethers; 2.3 Acetal protecting groups; 2.3.1 Benzylidene acetals; 2.3.2 Isopropylidene acetals; 2.3.3 Dispirodiketal and cyclohexane- 1,2-diacetal groups; 2.4 Ester protecting groups; 2.5 Anomeric protecting groups; 2.6 Amino protecting groups; 2.6.1 Phthalimides; 2.6.2 Azides; References; 3 Functionalised saccharides; 3.1 General introduction; 3.2 Deoxyhalogeno sugars; 3.2.1 Introduction; 3.2.2 Direct halogenation of alcohols; 3.2.3 Displacement reactions 3.2.4 Miscellaneous methods3.3 Unsaturated sugar derivatives; 3.3.1 Introduction; 3.3.2 Glycals; 3.3.3 lsolated double bonds; 3.3.4 6-Deoxy-hex-5-enopyranose derivatives; 3.4 Deoxy sugars; 3.4.1 Introduction; 3.4.2 Reduction of halides, sulfonates and epoxides; 3.4.3 Radical deoxygenation of thiocarbonyl derivatives; 3.5 Amino sugars; 3.5.1 lntroduction; 3.5.2 The preparation of amino sugars by nucleophilic displacement; 3.5.3 Addition to glycals; 3.5.4 Reduction of oximes; 3.5.5 Intramolecular substitutions; 3.6 Epoxy sugars; 3.7 Sulfated saccharides; 3.7.1 lntroduction 3.7.2 0 and N sulfation3.8 Phosphorylated saccharides; 3.8.1 lntroduction; 3.8.2 Non-anomeric sugar phosphates; 3.8.3 Anomeric phosphates; References; 4 Oligosaccharide synthesis; 4.1 Introduction; 4.2 Chemical glycosidic bond synthesis; 4.2.1 Glycosyl halides; 4.2.2 Trichloroacetimidates; 4.2.3 Thioglycosides; 4.3 Stereoselective control in glycosidic bond synthesis; 4.3.1 Neighbouring-group-assisted procedures; 4.3.2 In situ anomerisation; 4.3.3 Glycosylation with inversion of configuration; 4.3.4 Solvent participation; 4.3.5 Intramolecular aglycon delivery 4.4 Preparation of 2-amino-2-deoxy-glycosides4.5 Formation of glycosides of N-acetyl-neuraminic acid; 4.6 The introduction of 2-deoxy glycosidic linkages; 4.7 Convergent block synthesis of complex oligosaccharides; 4.8 Chemoselective glycosylations and one-pot multistep glycosylations; 4.9 Solid-phase oligosaccharide synthesis; 4.10 Enzymatic glycosylation strategies; 4.10.1 Glycosyl transferases; 4.10.2 Glycosyl hydrolases; References; 5 The chemistry of 0- and N-linked glycopeptides; 5.1 Introduction; 5.2 Strategies for the chemical synthesis of glycopeptides 5.3 Protecting groups in glycopeptide synthesis |
| Record Nr. | UNISA-996197691603316 |
Boons Geert-Jan
|
||
| Sheffield, England, : Sheffield Academic Press | ||
| Lo trovi qui: Univ. di Salerno | ||
| ||
Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale
| Organic synthesis with carbohydrates [[electronic resource] /] / Geert-Jan Boons, Karl J. Hale |
| Autore | Boons Geert-Jan |
| Pubbl/distr/stampa | Sheffield, England, : Sheffield Academic Press |
| Descrizione fisica | 1 online resource (351 p.) |
| Disciplina |
547.2
547/.780459 |
| Altri autori (Persone) | HaleKarl |
| Collana | Postgraduate chemistry series |
| Soggetto topico |
Carbohydrates - Synthesis
Organic compounds - Synthesis |
| ISBN |
1-281-31026-3
9786611310264 0-470-76032-X 0-470-76005-2 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Organic Synthesis with Carbohydrates; Contents; PART A: STRUCTURE AND SYNTHESIS OF SACCHARIDES AND GLYCOPROTEINS; 1 Mono- and oligosaccharides: structure, configuration and conformation; 1.1 Introduction; 1.2 Configuration of monosaccharides; 1.3 Conformationalpropelties of monosaccharides; 1.3.1 Ring shapes of pyranoses and furanoses; 1.3.2 The anomeric effect; 1.3.3 The equilibrium composition of monosaccharides in solution; 1.4 Conformational properties of oligosaccharides; 1.5 Acid-catalysed glycoside bond formation and cleavage; References; 2 Protecting groups; 2.1 Introduction
2.2 Ether protecting groups2.2.1 Benzyl ethers; 2.2.2 p-Methoxybenzyl ethers; 2.2.3 Allyl ethers; 2.2.4 Triphenylmethyl ethers; 2.2.5 Silyl ethers; 2.3 Acetal protecting groups; 2.3.1 Benzylidene acetals; 2.3.2 Isopropylidene acetals; 2.3.3 Dispirodiketal and cyclohexane- 1,2-diacetal groups; 2.4 Ester protecting groups; 2.5 Anomeric protecting groups; 2.6 Amino protecting groups; 2.6.1 Phthalimides; 2.6.2 Azides; References; 3 Functionalised saccharides; 3.1 General introduction; 3.2 Deoxyhalogeno sugars; 3.2.1 Introduction; 3.2.2 Direct halogenation of alcohols; 3.2.3 Displacement reactions 3.2.4 Miscellaneous methods3.3 Unsaturated sugar derivatives; 3.3.1 Introduction; 3.3.2 Glycals; 3.3.3 lsolated double bonds; 3.3.4 6-Deoxy-hex-5-enopyranose derivatives; 3.4 Deoxy sugars; 3.4.1 Introduction; 3.4.2 Reduction of halides, sulfonates and epoxides; 3.4.3 Radical deoxygenation of thiocarbonyl derivatives; 3.5 Amino sugars; 3.5.1 lntroduction; 3.5.2 The preparation of amino sugars by nucleophilic displacement; 3.5.3 Addition to glycals; 3.5.4 Reduction of oximes; 3.5.5 Intramolecular substitutions; 3.6 Epoxy sugars; 3.7 Sulfated saccharides; 3.7.1 lntroduction 3.7.2 0 and N sulfation3.8 Phosphorylated saccharides; 3.8.1 lntroduction; 3.8.2 Non-anomeric sugar phosphates; 3.8.3 Anomeric phosphates; References; 4 Oligosaccharide synthesis; 4.1 Introduction; 4.2 Chemical glycosidic bond synthesis; 4.2.1 Glycosyl halides; 4.2.2 Trichloroacetimidates; 4.2.3 Thioglycosides; 4.3 Stereoselective control in glycosidic bond synthesis; 4.3.1 Neighbouring-group-assisted procedures; 4.3.2 In situ anomerisation; 4.3.3 Glycosylation with inversion of configuration; 4.3.4 Solvent participation; 4.3.5 Intramolecular aglycon delivery 4.4 Preparation of 2-amino-2-deoxy-glycosides4.5 Formation of glycosides of N-acetyl-neuraminic acid; 4.6 The introduction of 2-deoxy glycosidic linkages; 4.7 Convergent block synthesis of complex oligosaccharides; 4.8 Chemoselective glycosylations and one-pot multistep glycosylations; 4.9 Solid-phase oligosaccharide synthesis; 4.10 Enzymatic glycosylation strategies; 4.10.1 Glycosyl transferases; 4.10.2 Glycosyl hydrolases; References; 5 The chemistry of 0- and N-linked glycopeptides; 5.1 Introduction; 5.2 Strategies for the chemical synthesis of glycopeptides 5.3 Protecting groups in glycopeptide synthesis |
| Record Nr. | UNINA-9910830501503321 |
Boons Geert-Jan
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| Sheffield, England, : Sheffield Academic Press | ||
| Lo trovi qui: Univ. Federico II | ||
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Organic synthesis with carbohydrates / / Geert-Jan Boons, Karl J. Hale
| Organic synthesis with carbohydrates / / Geert-Jan Boons, Karl J. Hale |
| Autore | Boons Geert-Jan |
| Pubbl/distr/stampa | Sheffield, England, : Sheffield Academic Press |
| Descrizione fisica | 1 online resource (351 p.) |
| Disciplina |
547.2
547/.780459 |
| Altri autori (Persone) | HaleKarl |
| Collana | Postgraduate chemistry series |
| Soggetto topico |
Carbohydrates - Synthesis
Organic compounds - Synthesis |
| ISBN |
9786611310264
9781281310262 1281310263 9780470760321 047076032X 9780470760055 0470760052 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Organic Synthesis with Carbohydrates; Contents; PART A: STRUCTURE AND SYNTHESIS OF SACCHARIDES AND GLYCOPROTEINS; 1 Mono- and oligosaccharides: structure, configuration and conformation; 1.1 Introduction; 1.2 Configuration of monosaccharides; 1.3 Conformationalpropelties of monosaccharides; 1.3.1 Ring shapes of pyranoses and furanoses; 1.3.2 The anomeric effect; 1.3.3 The equilibrium composition of monosaccharides in solution; 1.4 Conformational properties of oligosaccharides; 1.5 Acid-catalysed glycoside bond formation and cleavage; References; 2 Protecting groups; 2.1 Introduction
2.2 Ether protecting groups2.2.1 Benzyl ethers; 2.2.2 p-Methoxybenzyl ethers; 2.2.3 Allyl ethers; 2.2.4 Triphenylmethyl ethers; 2.2.5 Silyl ethers; 2.3 Acetal protecting groups; 2.3.1 Benzylidene acetals; 2.3.2 Isopropylidene acetals; 2.3.3 Dispirodiketal and cyclohexane- 1,2-diacetal groups; 2.4 Ester protecting groups; 2.5 Anomeric protecting groups; 2.6 Amino protecting groups; 2.6.1 Phthalimides; 2.6.2 Azides; References; 3 Functionalised saccharides; 3.1 General introduction; 3.2 Deoxyhalogeno sugars; 3.2.1 Introduction; 3.2.2 Direct halogenation of alcohols; 3.2.3 Displacement reactions 3.2.4 Miscellaneous methods3.3 Unsaturated sugar derivatives; 3.3.1 Introduction; 3.3.2 Glycals; 3.3.3 lsolated double bonds; 3.3.4 6-Deoxy-hex-5-enopyranose derivatives; 3.4 Deoxy sugars; 3.4.1 Introduction; 3.4.2 Reduction of halides, sulfonates and epoxides; 3.4.3 Radical deoxygenation of thiocarbonyl derivatives; 3.5 Amino sugars; 3.5.1 lntroduction; 3.5.2 The preparation of amino sugars by nucleophilic displacement; 3.5.3 Addition to glycals; 3.5.4 Reduction of oximes; 3.5.5 Intramolecular substitutions; 3.6 Epoxy sugars; 3.7 Sulfated saccharides; 3.7.1 lntroduction 3.7.2 0 and N sulfation3.8 Phosphorylated saccharides; 3.8.1 lntroduction; 3.8.2 Non-anomeric sugar phosphates; 3.8.3 Anomeric phosphates; References; 4 Oligosaccharide synthesis; 4.1 Introduction; 4.2 Chemical glycosidic bond synthesis; 4.2.1 Glycosyl halides; 4.2.2 Trichloroacetimidates; 4.2.3 Thioglycosides; 4.3 Stereoselective control in glycosidic bond synthesis; 4.3.1 Neighbouring-group-assisted procedures; 4.3.2 In situ anomerisation; 4.3.3 Glycosylation with inversion of configuration; 4.3.4 Solvent participation; 4.3.5 Intramolecular aglycon delivery 4.4 Preparation of 2-amino-2-deoxy-glycosides4.5 Formation of glycosides of N-acetyl-neuraminic acid; 4.6 The introduction of 2-deoxy glycosidic linkages; 4.7 Convergent block synthesis of complex oligosaccharides; 4.8 Chemoselective glycosylations and one-pot multistep glycosylations; 4.9 Solid-phase oligosaccharide synthesis; 4.10 Enzymatic glycosylation strategies; 4.10.1 Glycosyl transferases; 4.10.2 Glycosyl hydrolases; References; 5 The chemistry of 0- and N-linked glycopeptides; 5.1 Introduction; 5.2 Strategies for the chemical synthesis of glycopeptides 5.3 Protecting groups in glycopeptide synthesis |
| Record Nr. | UNINA-9911020073503321 |
Boons Geert-Jan
|
||
| Sheffield, England, : Sheffield Academic Press | ||
| Lo trovi qui: Univ. Federico II | ||
| ||